Реакция #157504

Уравнение реакции

4-hydroxy-3-(methoxy)benzaldehyde

Et3N

Tf2O

→

title compound

4-formyl-2-(methoxy)phenyl trifluoromethanesulfonate

Растворители

CH2Cl2

CH2Cl2

Условия реакции

Обработка

1. 1
   Промывкаwashed (water, brine)
2. 2
   Сушкаdried over Na2SO4
3. 3
   Концентрированиеconcentrated in vacuo
4. 4
   ДругоеThe residue was purified by flash chromatography (EtOAc/hexanes)

Методика

To a solution of 4-hydroxy-3-(methoxy)benzaldehyde (0.760 g; 5.00 mmol) and Et3N (1.39 mL; 10.0 mmol) in anhyd CH2Cl2 (10 mL) at 0° C. was added Tf2O (0.92 mL; 5.5 mmol), dropwise over 2 min. The mixture was allowed to warm slowly to room temperature (overnight), diluted with CH2Cl2, washed (water, brine), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography (EtOAc/hexanes), affording the title compound as a colorless oil. 1H NMR (400 MHz, CDCl3) δ 4.01 (s, 3H), 7.42 (d, J=8.2 Hz, 1H), 7.52 (dd, J=8.2, 1.8 Hz, 1H), 7.57 (d, J=1.7 Hz, 1H), 9.99 (s, 1H).

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